1,2-Bis(4-butylphenyl)ethyne

Base Information

• Chemical Name: 1,2-Bis(4-butylphenyl)ethyne
• CAS No.: 80221-11-0
• Molecular Formula: C22H26
• Molecular Weight: 290.448
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID60547365
• Nikkaji Number: J2.938.366I
• Wikidata: Q69758869
• Mol file: 80221-11-0.mol

Synonyms:80221-11-0;1-n-Butyl-4-[(4-butylphenyl)ethynyl]benzene;1,2-bis(4-butylphenyl)ethyne;1-BUTYL-4-[2-(4-BUTYLPHENYL)ETHYNYL]BENZENE;DTXSID60547365;UUVMZCQRPVPWNI-UHFFFAOYSA-N;C22H26;MFCD04038794;AKOS015839750;CS-0455932;1,1'-(Ethyne-1,2-diyl)bis(4-butylbenzene);3-[(4-Bromophenyl)carbamoyl]benzeneboronicacid;1-n-Butyl-4-[(4-n-butylphenyl)ethynyl]benzene;A929397

Chemical Property of 1,2-Bis(4-butylphenyl)ethyne

Chemical Property:

• Vapor Pressure: 1.34E-06mmHg at 25°C
• Melting Point: 41°C
• Refractive Index: 1.56
• Boiling Point: 411.4 °C at 760 mmHg
• Flash Point: 200.5 °C
• PSA: 0.00000
• Density: 0.98 g/cm³
• LogP: 5.77160
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 8
• Exact Mass: 290.203450829
• Heavy Atom Count: 22
• Complexity: 307

Purity/Quality:

98%Min ^*data from raw suppliers

1-n-Butyl-4-[(4-butylphenyl)ethynyl]benzene, 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC=C(C=C1)C#CC2=CC=C(C=C2)CCCC

Technology Process of 1,2-Bis(4-butylphenyl)ethyne

There total 10 articles about 1,2-Bis(4-butylphenyl)ethyne which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

calcium carbide (75-20-7) + 4-n-butylbenzenediazonium tetrafluoroborate (72302-28-4) → 1,2-bis(4-butylphenyl)ethyne (80221-11-0)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium iodide; at 20 ℃; for 5h;

DOI:10.1055/s-0040-1706638

Reference yield: 78.0%

p-bromobutylbenzene (41492-05-1) + bis(tributylstannyl)acetylene (994-71-8) → 1,2-bis(4-butylphenyl)ethyne (80221-11-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.02.062

Reference yield: 78.0%

p-bromobutylbenzene (41492-05-1) + trimethylsilylacetylene (1066-54-2) → 1,2-bis(4-butylphenyl)ethyne (80221-11-0)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; water; toluene; at 50 ℃; for 20h; Inert atmosphere;

DOI:10.1002/asia.201701061

upstream raw materials:

1,1-bis-(4-butyl-phenyl)-2-chloro-ethene

p-bromobutylbenzene

bis(tributylstannyl)acetylene

4-butylbenzoyl chloride

Downstream raw materials:

(Z)-1-butyl-4-(2-phenyl-2-p-butylphenylvinyl)benzene

(E)-1-butyl-4-(2-phenyl-2-p-butylphenylvinyl)benzene

[(η4-C4(C6H4-4-C4H9)4)Co(η5-C5H5)]

1,2,7,8-tetrakis(4-n-butylphenyl)dicyclopenta[cd,lm]perylene

Refernces

• 1、 Kamikawa, Ken,Den, Hiroakira,Tsurusaki, Akihiro,Nagata, Tomoya,Miura, Masahiro. "Synthesis of substituted helicenes by Ir-catalyzed annulative coupling of biarylcarboxylic acid chlorides with alkynes". . p. 1069 - 1074. Retrieved 2018/07/29.
• 2、 Li, Xiang,Yang, Fan,Wu, Yangjie. "Synthesis of diarylalkynes via tandem Sonogashira/decarboxylative reaction of aryl chlorides with propiolic acid". . p. 13738 - 13741. Retrieved 2014/04/03.